BEST HOTELS IN THE HAMPTONS FOR A WINTER GETAWAY | HAMPTONS SOCIAL
[Photo courtesy of The Topping Rose House]
While the Hamptons is known for its sun-drenched summers, winter unveils a quieter kind of beauty — misty beaches, glowing fireplaces, and candlelit dinners. The East End transforms into a serene haven for those seeking rest and refinement. Whether you’re planning a romantic escape, a spa retreat, or a cozy weekend away, these five hotels capture the magic of the Hamptons in winter — open when the crowds thin and luxury feels personal.
The hotels featured here are independently selected and editorially curated by Hamptons Social. However, we may earn a small commission at no additional cost to you through these links. These commissions help support our independent coverage of the Hamptons’ best places to stay.
Topping Rose House — Bridgehampton
[Photo courtesy of The Topping Rose House]
A member of Small Luxury Hotels of the World, Topping Rose House pairs a reimagined 19th-century mansion with modern elegance. Spacious rooms and suites feel tailored and calm; mornings start with complimentary breakfast at Jean-Georges, and afternoons drift toward the serene lap pool, Farmaesthetics treatment studio, or AIREM aesthetic spa. Bridgehampton’s shops are a short stroll away, and a complimentary BMW shuttle covers local runs, including the LIRR and Jitney stops — winter exploring, simplified.
Gurney’s Montauk Resort & Seawater Spa — Montauk
[Photo courtesy of Gurney’s Resort & Seawater Spa]
Set on a private stretch of sand, Gurney’s Montauk is winter’s oceanfront sanctuary. The Seawater Spa features North America’s only ocean-fed, heated indoor seawater pool, daily wellness classes, and treatment suites with Atlantic views. After beach walks and fireside cocktails, settle into coastal-chic rooms and suites; dining at the resort keeps things easy. A perennial favorite for Valentine’s escapes and off-season calm.
LDV at The Maidstone — East Hampton
[Photo courtesy of LDV at The Maidstone]
In the village center, LDV at The Maidstone blends Scandinavian lines with East Hampton ease. Individually designed rooms — many with fireplaces — set the tone for winter weekends, while the LDV Hospitality restaurant and bar draw a stylish local crowd. Galleries, boutiques, and the quiet winter coastline are minutes away; common rooms invite lingering when the weather turns.
Baker House 1650 — East Hampton
[Photo courtesy of Baker House 1650]
Behind ivy and wisteria, Baker House 1650 feels like an English manor translated for East Hampton — fireplaces, an infinity-edge pool under winter light, and an intimate spa set within a 1648 house. Afternoon tea, aperitivo cocktails, and cozy “igloo sessions” turn short days into long, lingering evenings. It’s refined, romantic, and deeply personal.
The Roundtree — Amagansett
Minimalist and warm, The Roundtree brings quiet luxury to Amagansett. Suites and stand-alone cottages offer fireplaces and generous living spaces; mornings start with complimentary breakfast on the lawn, and evenings settle around the firepit. With villages, farm stands, and empty winter beaches close by, it’s the understated escape you’ll want to repeat.
Planning a future trip? For our year-round picks, explore our feature on The Best Hamptons Hotels.
